Private Day Trips in Tuscany

Get medieval on this action-packed semi-private day trip from Rome to the gorgeous Tuscan towns of Siena and San Gimignano, strolling the streets of the two UNESCO world heritage-listed towns, sipping local wine and learning all about the history of the places.

Explore the white-marbled monuments of Pisa's Piazza dei Miracoli on a comprehensive 2-hour walking tour. Enjoy skip-the-line admission ticket to the Cathedral, Baptistery and Camposanto and learn about their rich history and architecture from your guide. This tour goes beyond Pisa's famous "Leaning Tower" to explore the entire cathedral complex and discuss the history of the city.

This private tour exploring the Chianti region of central Tuscany gets you beyond Florence for a day. Let a personal guide help you discover medieval towns and a monastery tucked away in the Tuscan countryside. You're introduced to Chianti wines and local inhabitants along the way. Private transport is provided round-trip from the main railway station.

Leave Florence for a private tour of the Tuscan hills, and visit the UNESCO-listed Leaning Tower of Pisa, San Gimignano, and the Chianti wine region. With your own private guide, you'll enjoy an attentive experience that packed with commentary and ample time for questions. Stop for photos by the iconic tower, enjoy free time to explore San Gimignano, and perhaps stop at a Chianti winery for lunch and wine tasting. Food and entrance fees through the day are at your own expense.

Experience the world-famous flavors and beauty of Tuscany on a private wine tour from Florence. Travel with a knowledgeable sommelier guide through the landscape of rolling hills and vineyards, stopping at three different estates to sample top-rated regional varietals and olive oil. At a family-owned winery, you'll also enjoy a traditional Tuscan lunch featuring an array of fresh local products paired with wine. Learn about traditional winemaking processes from your guide and during a cellar tour and chats with vintners.

Journey from the heart of the ancient Roman Empire to the birthplace of the Renaissance on a private, full-day tour of Florence. Travel through the rolling hills and vineyards of Tuscany, and feel as though you've stepped back into the 15th century on a tour of the immaculately preserved medieval city. Admire masterpieces of Renaissance art, including Michelangelo's 'David,' on guided tours of the famous Accademia and Ufizzi galleries, and taste authentic Tuscan cuisine at your choice of local restaurants for lunch.

Visit two of the most picturesque towns in Tuscany and taste authentic Chianti wine on this private day trip from Florence. Travel through a landscape of rolling hills, olive groves, and ancient villas on the way to Siena, known for its remarkable cathedral and the famous Palio horse race. After a delicious Tuscan lunch and wine tasting at a hand-picked estate, continue on to the medieval hilltop village of San Gimignano, where more than a dozen surviving towers stand sentinel over the beautiful countryside below.

Get personalized attention as you explore Siena and San Gimignano on this 6-hour private day trip from Florence. Skip the hassle of renting a car, as this tour provides round-trip transportation to both locations. Hotel pickup and drop-off included.

Pisa and Lucca are two of Tuscany's most impressive cities, but visiting on a group tour often means limited time for sightseeing. This private full-day tour from Florence offers ample time to explore independently, so you can check off famous attractions such as the Leaning Tower and Lucca Cathedral.